Iridium-Catalyzed Asymmetric Allylation of Indoles via Kinetic Resolution of 1-Alken-4-yn-3-ols

被引：1
|
作者：
Sawano, Takahiro [1 ]
Yasumura, Yuki [1 ]
Kuwabara, Kyohei [1 ]
Sugiura, Hikaru [1 ]
Takahashi, Kana [1 ]
Ishikawa, Eri [2 ]
Takeuchi, Ryo [1 ]
机构：
[1] Aoyama Gakuin Univ, Dept Chem & Biol Sci, 5-10-1 Fuchinobe, Chuo Ku, Sagamihara, Kanagawa 2525258, Japan
[2] Chubu Univ, Dept Appl Chem, 1200 Matsumoto Cho, Kasugai 4878501, Japan
来源：
SYNLETT | 2023年 / 34卷 / 20期
关键词：
iridium; asymmetric catalysis; allylation; 1-alken-4-yn-3-ols; indoles; ALLYLIC SUBSTITUTION-REACTIONS; CELL-CYCLE ARREST; PANAX-GINSENG; POLYACETYLENIC ALCOHOL; CYTOTOXICITY; PANAXYTRIOL; ALKYLATION; FALCARINOL; INDUCTION; COMPLEX;
D O I：
10.1055/a-2108-9720
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We report the iridium-catalyzed asymmetric allylation of indoles via kinetic resolution of 1-alken-4-yn-3-ols to form chiral 1-alken-4-yn-3-ols and branched allylated products with high selectivity. 1Alken-4,6-diyn-3-ol was also found to be suitable for this asymmetric allylation and gave the products in high yield and enantioselectivity. Other nucleophiles such as a malonic ester and a thiol, besides indoles, reacted to give allylated products and 1-alken-4-yn-3-ols with high enantioselectivities.
引用
收藏
页码：2491 / 2495
页数：5
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